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Volumn 7, Issue 23, 2009, Pages 4817-4820

Cationic rhodium(I)/bisphosphine complex-catalyzed cyclization of 1,6-diynes with carboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

BISPHOSPHINE; CYCLIZATIONS; HIGH YIELD; MILD REACTION CONDITIONS;

EID: 72449133952     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b913344e     Document Type: Article
Times cited : (22)

References (25)
  • 18
    • 36349023772 scopus 로고    scopus 로고
    • For our first report of cationic rhodium(I)/biaryl bisphosphine complex-catalyzed [2 + 2 + 2] cycloadditions of alkynes, see:
    • K. Tanaka G. Nishida T. Suda J. Synth. Org. Chem. Jpn. 2007 65 862
    • (2007) J. Synth. Org. Chem. Jpn. , vol.65 , pp. 862
    • Tanaka, K.1    Nishida, G.2    Suda, T.3
  • 20
    • 14544299221 scopus 로고    scopus 로고
    • The reactions of 1,6-diyne 1a and formic acid in the presence of the catinonic rhodium(I)/BIPHEP complex (5 mol %) proceeded at room temperature to yield the corresponding dienyl carboxylates in ca. 30% NMR yield, while the product could not be isolated due to its instability. The reaction of 1a and oxalic acid was also examined, but the corresponding addition products were not obtained at all Intramolecular addition reactions of phenol to acylrhodacycles were reported; see:
    • K. Tanaka K. Toyoda A. Wada K. Shirasaka M. Hirano Chem.-Eur. J. 2005 11 1145
    • (2005) Chem.-Eur. J. , vol.11 , pp. 1145
    • Tanaka, K.1    Toyoda, K.2    Wada, A.3    Shirasaka, K.4    Hirano, M.5
  • 21
    • 0034679467 scopus 로고    scopus 로고
    • Intermolecular addition reactions of phenol, methanol, and water to acylrhodacycles were also reported; see:
    • M. Murakami T. Tsuruta Y. Ito Angew. Chem., Int. Ed. 2000 39 2484
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 2484
    • Murakami, M.1    Tsuruta, T.2    Ito, Y.3
  • 25
    • 53549104121 scopus 로고    scopus 로고
    • The stereoselectivity might be determined at the step of intermediate C to the product, and the sterically less demanding (E)-isomers [(E)- 3aa and (E)-d- 3ab] are generated preferentially
    • K. Tanaka Y. Otake H. Sagae K. Noguchi M. Hirano Angew. Chem., Int. Ed 2008 47 1312
    • (2008) Angew. Chem., Int. Ed , vol.47 , pp. 1312
    • Tanaka, K.1    Otake, Y.2    Sagae, H.3    Noguchi, K.4    Hirano, M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.